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Synthesis of Sulfoximine Carbamates by Rhodium-Catalyzed Nitrene Transfer of Carbamates to Sulfoxides

Marina Zenzola, Robert Doran, Renzo Luisi* and James A. Bull*

*University of Bari “A. Moro”, Via E. Orabona 4, Bari 70125, Italy; Imperial College London, South Kensington, London SW7 2AZ, United Kingdom, Email: renzo.luisiuniba.it, j.bullimperial.ac.uk

M. Zenzola, R. Doran, R. Luisi, J. A. Bull, J. Org. Chem., 2015, 80, 6391-6399.

DOI: 10.1021/acs.joc.5b00844 (free Supporting Information)


 
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Abstract

A rhodium-catalyzed transfer of carbamates to sulfoxides enables a convenient synthesis of N-protected sulfoximines under mild conditions. Sulfoximines, including 4-membered thietane-oximines, bearing Boc and Cbz groups are readily deprotected.

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Key Words

Nitrene Transfer, Iodosobenzene Diacetate, Sulfoximines


ID: J42-Y2015